Product Name

  • Name

    m-Cresol

  • EINECS 203-577-9
  • CAS No. 108-39-4
  • Article Data522
  • CAS DataBase
  • Density 1.038 g/cm3
  • Solubility 20 g/L (20 °C) in water
  • Melting Point 8-10 °C(lit.)
  • Formula C7H8O
  • Boiling Point 202.279 °C at 760 mmHg
  • Molecular Weight 108.14
  • Flash Point 86.111 °C
  • Transport Information UN 2076 6.1/PG 2
  • Appearance colourless to light yellow liquid
  • Safety 36/37/39-45-36/37
  • Risk Codes 24/25-34-39/23/24/25-23/24/25
  • Molecular Structure Molecular Structure of 108-39-4 (m-Cresol)
  • Hazard Symbols ToxicT
  • Synonyms 3-Hydroxytoluene;3-Methylphenol;Caswell No. 261A;FEMA No. 3530;Franklin Cresolis;PHENOL;m-Cresol;
  • PSA 20.23000
  • LogP 1.70060

Synthetic route

m-cyanophenol
873-62-1

m-cyanophenol

3-methyl-phenol
108-39-4

3-methyl-phenol

Conditions
ConditionsYield
With ammonium formate; palladium on activated charcoal In methanol for 2h; Ambient temperature;100%
With 20 % Pd(OH)2/C; hydrogen In methanol at 20℃; under 760.051 Torr; for 3h;70%
ethyl (m-tolyl)carbonate
22719-82-0

ethyl (m-tolyl)carbonate

3-methyl-phenol
108-39-4

3-methyl-phenol

Conditions
ConditionsYield
With sodium hydrogen telluride In ethanol for 0.5h; Quantum yield; Heating; buffer: deoxygen. acetic acid;100%
(3-methylphenoxy)trimethylsilane
17902-31-7

(3-methylphenoxy)trimethylsilane

3-methyl-phenol
108-39-4

3-methyl-phenol

Conditions
ConditionsYield
With water; potassium carbonate In ethanol at 75℃; for 10h;100%
With Nanoporous Na+-Montmorillonite Perchloric Acid In ethanol at 20℃; for 0.05h;91%
triethyl(3-methylphenoxy)silane
18406-01-4

triethyl(3-methylphenoxy)silane

3-methyl-phenol
108-39-4

3-methyl-phenol

Conditions
ConditionsYield
With water; potassium carbonate In ethanol at 75℃; for 10h;99%
1-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-3-methylbenzene
62790-75-4

1-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-3-methylbenzene

3-methyl-phenol
108-39-4

3-methyl-phenol

Conditions
ConditionsYield
With water; potassium carbonate In ethanol at 75℃; for 12h;98%
With sodium cyanide In ethanol; water at 80℃; for 17h; chemoselective reaction;83.7%
With iodine In methanol for 22h; Ambient temperature;33%
4-iodo-3-methyl-phenol
133921-27-4

4-iodo-3-methyl-phenol

3-methyl-phenol
108-39-4

3-methyl-phenol

Conditions
ConditionsYield
With potassium carbonate; isopropyl alcohol; palladium diacetate; triphenylphosphine at 90℃; for 14h;98%
m-tolylboronic acid
17933-03-8

m-tolylboronic acid

3-methyl-phenol
108-39-4

3-methyl-phenol

Conditions
ConditionsYield
With dihydrogen peroxide at 20℃; for 0.166667h; Green chemistry;98%
With sodium perborate tetrahydrate In neat (no solvent) at 25℃; for 0.166667h; Green chemistry;98%
With solid poly(N-vinylpyrrolidone)-hydrogen peroxide complex (PVD-H2O2 complex) In dichloromethane at 20℃; regioselective reaction;97%
m-tolylboronic acid
17933-03-8

m-tolylboronic acid

dihydrogen peroxide
7722-84-1

dihydrogen peroxide

3-methyl-phenol
108-39-4

3-methyl-phenol

Conditions
ConditionsYield
With ammonium bicarbonate In water at 20℃; for 2h; Schlenk technique;97%
tetrahydro-2-(3-methylphenoxy)-2H-pyran
144265-47-4

tetrahydro-2-(3-methylphenoxy)-2H-pyran

3-methyl-phenol
108-39-4

3-methyl-phenol

Conditions
ConditionsYield
Stage #1: tetrahydro-2-(3-methylphenoxy)-2H-pyran With aluminium(III) triflate In methanol at 20 - 25℃; for 2h; Inert atmosphere;
Stage #2: With water; sodium hydrogencarbonate In methanol; dichloromethane at 20 - 25℃; Inert atmosphere;
96%
With methanol at 20℃; for 0.833333h;87%
3-acetoxytoluene
122-46-3

3-acetoxytoluene

3-methyl-phenol
108-39-4

3-methyl-phenol

Conditions
ConditionsYield
With copper dichloride In methanol; water for 3h; Heating;95%
With Tris buffer; water; alpha cyclodextrin at 25℃; under 1500120 Torr; Rate constant; pH 8.3; further pressures; meta and para specific hydrolysis catalyzed by α-CD, pressure effects on, pressure dependence of log k, activation volume for the acylation, ΔV of CD-complex formation;
1-methoxy-3-methyl-benzene
100-84-5

1-methoxy-3-methyl-benzene

3-methyl-phenol
108-39-4

3-methyl-phenol

Conditions
ConditionsYield
With N,N,N,N,N,N-hexamethylphosphoric triamide; sodium hydride; N-methylaniline In diethyl ether; xylene at 120℃; for 6.5h;95%
With trimethylsilyl iodide at 105 - 114℃; for 0.25h; Microwave irradiation; Inert atmosphere;92%
With 1,3-dimethyl-2-imidazolidinone; sodium hexamethyldisilazane In tetrahydrofuran at 185℃; for 12h; further reagent: LDA;87%
potassium trifluoro(3-methylphenyl)borate

potassium trifluoro(3-methylphenyl)borate

A

3,3'-dimethyl-biphenyl
612-75-9

3,3'-dimethyl-biphenyl

B

3-methyl-phenol
108-39-4

3-methyl-phenol

Conditions
ConditionsYield
gold(0):poly(N-vinyl-2-pyrrolidine) nanocluster In phosphate buffer at 46.84℃; for 24h; pH=6.86;A 95%
B 4%
2-chloro-5-methylphenol
615-74-7

2-chloro-5-methylphenol

2-chloro-m-cresol
608-26-4

2-chloro-m-cresol

3-methyl-phenol
108-39-4

3-methyl-phenol

Conditions
ConditionsYield
With hydrogen; 0.75% Pd/Al2O3 at 180℃; Product distribution / selectivity;94.7%
With hydrogen at 180℃; Product distribution / selectivity;60.07%
With hydrogen; palladium on activated charcoal at 180℃; for 0 - 48h; Product distribution / selectivity;45.54%
m-methylcyclohexanol
591-23-1

m-methylcyclohexanol

A

3-methyl-phenol
108-39-4

3-methyl-phenol

B

toluene
108-88-3

toluene

C

3-Methylcyclohexanone
591-24-2, 625-96-7

3-Methylcyclohexanone

Conditions
ConditionsYield
platinum; potassium oxide at 425℃;A 94%
B 1.8%
C 4.2%
platinum; potassium oxide at 300℃; Product distribution; Kinetics; other content of catalyst, other temperature;
1-amino-3-methylbenzene
108-44-1

1-amino-3-methylbenzene

3-methyl-phenol
108-39-4

3-methyl-phenol

Conditions
ConditionsYield
Stage #1: 1-amino-3-methylbenzene With sulfuric acid at 20℃; Cooling with ice;
Stage #2: With sodium nitrite In water Reflux;
93%
Stage #1: 1-amino-3-methylbenzene With tetrafluoroboric acid In water at 20℃; for 0.0333333h;
Stage #2: With sodium nitrite In water at 0℃; for 0.5h;
Stage #3: With copper(I) oxide; copper(II) sulfate In water at 0 - 20℃; for 0.5h;
53%
With phosphoric acid; water at 280℃;
Diazotization;
Stage #1: 1-amino-3-methylbenzene With isopentyl nitrite In N,N-dimethyl-formamide Flow reactor;
Stage #2: With water In N,N-dimethyl-formamide Heating; Flow reactor;
Kohlensaeure-butyl-m-tolyl-ester
1847-82-1

Kohlensaeure-butyl-m-tolyl-ester

N-butylamine
109-73-9

N-butylamine

A

n-butylcarbamic acid n-butyl ester
13105-52-7

n-butylcarbamic acid n-butyl ester

B

3-methyl-phenol
108-39-4

3-methyl-phenol

Conditions
ConditionsYield
With N,N-dimethyl-formamideA 92%
B n/a
1-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-3-methylbenzene
62790-75-4

1-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-3-methylbenzene

Cs2CO3

Cs2CO3

3-methyl-phenol
108-39-4

3-methyl-phenol

Conditions
ConditionsYield
In water; N,N-dimethyl-formamide at 20℃; for 3h;92%
(2-methyl-4-hydroxyphenyl)boronic acid
493035-82-8

(2-methyl-4-hydroxyphenyl)boronic acid

3-methyl-phenol
108-39-4

3-methyl-phenol

Conditions
ConditionsYield
With [bis(trifluoromethanesulfonyl)imidate](triphenylphosphine)gold(I); water In toluene at 90℃; for 1h; Microwave irradiation; Green chemistry;92%
meta-bromotoluene
591-17-3

meta-bromotoluene

3-methyl-phenol
108-39-4

3-methyl-phenol

Conditions
ConditionsYield
Stage #1: meta-bromotoluene With copper(l) iodide; 2-methyl-8-quinolinol; tetra(n-butyl)ammonium hydroxide In water; dimethyl sulfoxide at 130℃; for 14h;
Stage #2: With hydrogenchloride In water; N,N-dimethyl-formamide at 20℃;
91%
With copper(I) oxide; tetra(n-butyl)ammonium hydroxide; 1,10-phenanthroline-4,7-diol In water at 110℃; for 24h; Inert atmosphere; Schlenk technique; Sealed tube; Green chemistry;87%
With copper(l) iodide; potassium hydroxide In water at 120℃; for 8h; Inert atmosphere;80%
4-Chloro-3-methylphenol
59-50-7

4-Chloro-3-methylphenol

3-methyl-phenol
108-39-4

3-methyl-phenol

Conditions
ConditionsYield
With palladium on activated charcoal; formic acid; N,N-dimethyl-formamide for 5h; Heating;90%
With sodium hydroxide; iron at 200℃; im geschlossenen Gefaess;
3-Iodotoluene
625-95-6

3-Iodotoluene

3-methyl-phenol
108-39-4

3-methyl-phenol

Conditions
ConditionsYield
Stage #1: 3-Iodotoluene With copper(l) iodide; tetra(n-butyl)ammonium hydroxide In water at 60℃; for 24h; Inert atmosphere; Sealed tube;
Stage #2: With hydrogenchloride In water; ethyl acetate at 20℃; for 2h; Inert atmosphere; chemoselective reaction;
89%
Stage #1: 3-Iodotoluene With copper(l) iodide; cesiumhydroxide monohydrate; 1,3-diphenylpropanedione In water; dimethyl sulfoxide at 130℃; for 24h; Inert atmosphere;
Stage #2: With hydrogenchloride In dichloromethane; water; dimethyl sulfoxide at 20℃; Inert atmosphere; chemoselective reaction;
84%
With tetra(n-butyl)ammonium hydroxide In water; dimethyl sulfoxide at 150℃; for 0.333333h; Flow reactor;84%
m-tolylboronic acid
17933-03-8

m-tolylboronic acid

oxygen
80937-33-3

oxygen

3-methyl-phenol
108-39-4

3-methyl-phenol

Conditions
ConditionsYield
With triethanolamine In water at 20℃; for 18h; Sonication; Irradiation; Green chemistry;89%
With methylene blue; N-ethyl-N,N-diisopropylamine In water; acetonitrile at 20℃; for 7h; Schlenk technique; Irradiation;
m-hydroxybenzyl bromide
74597-04-9

m-hydroxybenzyl bromide

3-methyl-phenol
108-39-4

3-methyl-phenol

Conditions
ConditionsYield
With lithium aluminium tetrahydride In 2-methyltetrahydrofuran at -15 - 20℃; for 24.16h;89%
3-methylcyclohexen-2-one
1193-18-6

3-methylcyclohexen-2-one

3-methyl-phenol
108-39-4

3-methyl-phenol

Conditions
ConditionsYield
With Pd(2+)*2C2H6OS*2BF4(1-)*6C12H6N2O4(2-)*4Zr(4+)*4HO(1-)*4O(2-); oxygen In dimethyl sulfoxide at 100℃; under 760.051 Torr; for 35h; Sealed tube; Inert atmosphere;86%
With ethene; 5%-palladium/activated carbon In acetonitrile at 80℃; under 2280.15 Torr; for 24h; Autoclave;86%
With oxygen; 6C12H6N2O4(2-)*6Zr(4+)*4HO(1-)*4O(2-)*6Pd(2+)*12C2H6OS*12BF4(1-) In dimethyl sulfoxide at 100℃; for 35h; Inert atmosphere;86%
3-hydroxybenzyl iodide
102998-68-5

3-hydroxybenzyl iodide

3-methyl-phenol
108-39-4

3-methyl-phenol

Conditions
ConditionsYield
With indium; water for 5h; ultrasound;86%
m-tolylhydrazine
536-89-0

m-tolylhydrazine

3-methyl-phenol
108-39-4

3-methyl-phenol

Conditions
ConditionsYield
With oxygen; eosin Y disodium salt In acetonitrile for 20h; Sealed tube; Irradiation;86%
1-chloro-3-methylbenzene
108-41-8

1-chloro-3-methylbenzene

3-methyl-phenol
108-39-4

3-methyl-phenol

Conditions
ConditionsYield
With aluminum (III) chloride; choline chloride; urea; sodium hydroxide at 180℃; for 6h; Green chemistry;85.7%
1-allyloxy-3-methylbenzene
1758-10-7

1-allyloxy-3-methylbenzene

3-methyl-phenol
108-39-4

3-methyl-phenol

Conditions
ConditionsYield
With bis(benzonitrile)palladium(II) dichloride In benzene for 20h; Heating;85%
With 12-TPA/SBA 15 In 1,4-dioxane at 110℃;72%
1-((4-methoxybenzyl)oxy)-3-methylbenzene

1-((4-methoxybenzyl)oxy)-3-methylbenzene

3-methyl-phenol
108-39-4

3-methyl-phenol

Conditions
ConditionsYield
With oxalyl dichloride In 1,2-dichloro-ethane at 20℃; for 2.66667h;85%
acetic anhydride
108-24-7

acetic anhydride

3-methyl-phenol
108-39-4

3-methyl-phenol

3-acetoxytoluene
122-46-3

3-acetoxytoluene

Conditions
ConditionsYield
With pyridine In dichloromethane100%
at 20℃; for 0.666667h;100%
With Sulfate; titanium(IV) oxide In chloroform at 61℃; for 0.05h;99%
3-methyl-phenol
108-39-4

3-methyl-phenol

1-bromomethyl-4-nitro-benzene
100-11-8

1-bromomethyl-4-nitro-benzene

(4-nitro-benzyl)-m-tolyl ether

(4-nitro-benzyl)-m-tolyl ether

Conditions
ConditionsYield
With sodium hydroxide In water for 0.00416667h; microwave irradiation;100%
With alkaline solution
3-methyl-phenol
108-39-4

3-methyl-phenol

N,N-Dimethylcarbamoyl chloride
79-44-7

N,N-Dimethylcarbamoyl chloride

m-tolyl dimethylcarbamate
7305-07-9

m-tolyl dimethylcarbamate

Conditions
ConditionsYield
Stage #1: 3-methyl-phenol With sodium hydride In N,N-dimethyl-formamide at 20℃;
Stage #2: N,N-Dimethylcarbamoyl chloride In N,N-dimethyl-formamide at 20℃; for 0.5h;
100%
Stage #1: 3-methyl-phenol With pyridine; potassium carbonate In acetonitrile for 0.333333h;
Stage #2: N,N-Dimethylcarbamoyl chloride In acetonitrile for 2h;
85%
With pyridine In benzene
methanesulfonyl chloride
124-63-0

methanesulfonyl chloride

3-methyl-phenol
108-39-4

3-methyl-phenol

3-methylphenyl methanesulfonate
1077-02-7

3-methylphenyl methanesulfonate

Conditions
ConditionsYield
With triethylamine In ethyl acetate at 0 - 20℃; for 0.166667h; Green chemistry;100%
With pyridine In dichloromethane at 0 - 20℃; Inert atmosphere;80.5%
With pyridine
With triethylamine In dichloromethane at 0℃;
2,3-dihydro-2H-furan
1191-99-7

2,3-dihydro-2H-furan

3-methyl-phenol
108-39-4

3-methyl-phenol

2-m-Tolyloxy-tetrahydro-furan
120649-53-8

2-m-Tolyloxy-tetrahydro-furan

Conditions
ConditionsYield
With pyridinium p-toluenesulfonate In dichloromethane for 1h; Ambient temperature;100%
bromoacetic acid methyl ester
96-32-2

bromoacetic acid methyl ester

3-methyl-phenol
108-39-4

3-methyl-phenol

m-tolyloxyacetic acid methyl ester
63051-20-7

m-tolyloxyacetic acid methyl ester

Conditions
ConditionsYield
With potassium carbonate In butanone for 5.5h; Heating;100%
With caesium carbonate In N,N-dimethyl-formamide at 25℃; for 4h;100%
With potassium carbonate In N,N-dimethyl-formamide at 80℃; for 24h;89%
With potassium carbonate In N-methyl-acetamide
3-methyl-phenol
108-39-4

3-methyl-phenol

<2H3>-m-cresol
108791-52-2

<2H3>-m-cresol

Conditions
ConditionsYield
With perchloric acid; d(4)-methanol at 75℃; for 144h; Inert atmosphere;100%
With water-d2; phosphorus tribromide for 5h; Heating;81%
3-methyl-phenol
108-39-4

3-methyl-phenol

4-Fluoronitrobenzene
350-46-9

4-Fluoronitrobenzene

3-methyl-4'-nitrodiphenyl ether
2303-25-5

3-methyl-4'-nitrodiphenyl ether

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 60℃; for 2h;100%
With potassium carbonate In N,N-dimethyl-formamide at 80℃;
With potassium carbonate In dimethyl sulfoxide Heating;
KF-Al2O3; 18-crown-6 ether In acetonitrile for 24h; Heating / reflux;
With potassium carbonate In N,N-dimethyl-formamide for 8h; Inert atmosphere; Heating;
2-vinyl-1,3-dioxane
5935-25-1

2-vinyl-1,3-dioxane

3-methyl-phenol
108-39-4

3-methyl-phenol

2-ethyl-2-m-tolyloxy-[1,3]dioxane

2-ethyl-2-m-tolyloxy-[1,3]dioxane

Conditions
ConditionsYield
With sodium carbonate; tris(triphenylphosphine)ruthenium(II) chloride at 140℃; for 4h;100%
With tris(triphenylphosphine)ruthenium(II) chloride; sodium carbonate at 120℃; for 4h; Inert atmosphere; regioselective reaction;86%
3-methyl-phenol
108-39-4

3-methyl-phenol

propargyl bromide
106-96-7

propargyl bromide

1-methyl-3-(prop-2-yn-1-yloxy)benzene
5651-89-8

1-methyl-3-(prop-2-yn-1-yloxy)benzene

Conditions
ConditionsYield
With potassium carbonate In acetone Reflux;100%
With potassium carbonate In N,N-dimethyl-formamide; toluene at 20℃; for 7h; Inert atmosphere;91%
Stage #1: 3-methyl-phenol With potassium carbonate In N,N-dimethyl-formamide at 60℃; for 0.5h; Inert atmosphere;
Stage #2: propargyl bromide In N,N-dimethyl-formamide at 20℃; Inert atmosphere;
90%
N,N-diethylcarbamyl chloride
88-10-8

N,N-diethylcarbamyl chloride

3-methyl-phenol
108-39-4

3-methyl-phenol

3-methylphenyl N,N-diethylcarbamate

3-methylphenyl N,N-diethylcarbamate

Conditions
ConditionsYield
Stage #1: 3-methyl-phenol With sodium hydride In tetrahydrofuran; mineral oil at 23℃; for 1h; Inert atmosphere;
Stage #2: N,N-diethylcarbamyl chloride In tetrahydrofuran; mineral oil at 23℃; for 16h; Inert atmosphere;
100%
Stage #1: 3-methyl-phenol With sodium hydride In tetrahydrofuran; mineral oil at 0℃; for 0.583333h;
Stage #2: N,N-diethylcarbamyl chloride In tetrahydrofuran; mineral oil at 0 - 20℃; for 12.08h;
85%
With potassium carbonate In acetonitrile at 85℃; for 18h;32%
3-methyl-phenol
108-39-4

3-methyl-phenol

2,4-dinitrophenyl benzoate
1523-15-5

2,4-dinitrophenyl benzoate

A

3-methylphenyl benzoate
614-32-4

3-methylphenyl benzoate

B

potassium 2,4-dinitrophenolate
14314-69-3

potassium 2,4-dinitrophenolate

Conditions
ConditionsYield
With potassium hydrogencarbonate In N,N-dimethyl-formamide at 25℃; for 5h;A 100%
B n/a
4'-methoxy-4-nitro-2,6-bis(trifluoromethyl)biphenyl
1365643-25-9

4'-methoxy-4-nitro-2,6-bis(trifluoromethyl)biphenyl

3-methyl-phenol
108-39-4

3-methyl-phenol

C22H16F6O2
1365643-29-3

C22H16F6O2

Conditions
ConditionsYield
With potassium carbonate In 1-methyl-pyrrolidin-2-one at 90℃; for 31h; Inert atmosphere;100%
t-butyldimethylsiyl triflate
69739-34-0

t-butyldimethylsiyl triflate

3-methyl-phenol
108-39-4

3-methyl-phenol

1-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-3-methylbenzene
62790-75-4

1-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-3-methylbenzene

Conditions
ConditionsYield
With triethylamine In dichloromethane at 0 - 20℃;100%
triisopropylsilyl trifluoromethanesulfonate
80522-42-5

triisopropylsilyl trifluoromethanesulfonate

3-methyl-phenol
108-39-4

3-methyl-phenol

(3-methyl-phenoxy)-triisopropyl-silane

(3-methyl-phenoxy)-triisopropyl-silane

Conditions
ConditionsYield
With triethylamine In dichloromethane at 0 - 20℃;100%
4-methoxymethoxy-2-naphthalencarboxylic acid

4-methoxymethoxy-2-naphthalencarboxylic acid

3-methyl-phenol
108-39-4

3-methyl-phenol

C20H18O4

C20H18O4

Conditions
ConditionsYield
With dmap; dicyclohexyl-carbodiimide In tetrahydrofuran at 50℃; for 16h; Inert atmosphere;100%
3-methyl-phenol
108-39-4

3-methyl-phenol

1,2-Epoxy-3-bromopropane
3132-64-7

1,2-Epoxy-3-bromopropane

m-tolyl glycidyl ether
2186-25-6

m-tolyl glycidyl ether

Conditions
ConditionsYield
With potassium carbonate In butanone at 70 - 86℃; for 66h;100%
3-methyl-phenol
108-39-4

3-methyl-phenol

m-methylcyclohexanol
591-23-1

m-methylcyclohexanol

Conditions
ConditionsYield
With hydrogen In water at 20℃; under 7500.75 Torr; for 6h; Autoclave;99.7%
With nickel(II) oxide; hydrogen; palladium In hexane at 80℃; under 7500.75 Torr; for 10h;89%
With hydrogen; palladium on activated charcoal In hexane at 120℃; under 37503 Torr; Rate constant; var. solvents;
3-methyl-phenol
108-39-4

3-methyl-phenol

2-cyanobenzyl chloride
612-13-5

2-cyanobenzyl chloride

2-(3-methylphenoxymethyl)benzonitrile
951906-95-9

2-(3-methylphenoxymethyl)benzonitrile

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 110℃; for 6h;99.3%
-butyl vinyl ether
111-34-2

-butyl vinyl ether

3-methyl-phenol
108-39-4

3-methyl-phenol

1-(n-butoxy)-1-(3-methylphenoxy)ethane
93308-46-4

1-(n-butoxy)-1-(3-methylphenoxy)ethane

Conditions
ConditionsYield
With trifluoroacetic acid at 60 - 65℃;99%
With phosphoric acid at 20℃;
3-methyl-phenol
108-39-4

3-methyl-phenol

acrylonitrile
107-13-1

acrylonitrile

3-(m-tolyloxy)propionitrile.
25268-06-8

3-(m-tolyloxy)propionitrile.

Conditions
ConditionsYield
With [μN,κP,κC,κN-{2-(i-Pr2PO),6-(CH2NBn)-(C6H3)}Ni]2 In benzene at 50℃; for 36h;99%
With sodium 3-methylphenoxide
N-benzyl-trimethylammonium hydroxide Heating;
With [{kp,kc,kp-2,6-(i-Pr2PO)2C6H3}Ni(NCMe)][OSO2CF3]; triethylamine In benzene-d6 at 20℃; for 4h; Michael condensation;100 %Spectr.
With [{kp,kc,kp-2,6-(i-Pr2PO)2C6H3}Ni(NCMe)][OSO2CF3]; triethylamine In toluene at 60℃; for 24h; Inert atmosphere;
3-methyl-phenol
108-39-4

3-methyl-phenol

p-toluenesulfonyl chloride
98-59-9

p-toluenesulfonyl chloride

3-methylphenyl tosylate
3955-72-4

3-methylphenyl tosylate

Conditions
ConditionsYield
With sodium hydroxide In tetrahydrofuran; water at 0 - 20℃; for 2h; Green chemistry;99%
With aluminum dodecatungstophosphate at 20℃; for 0.133333h;95%
In pyridine at 45℃;75%
3-methyl-phenol
108-39-4

3-methyl-phenol

2,4,6-tribromo-m-cresol
4619-74-3

2,4,6-tribromo-m-cresol

Conditions
ConditionsYield
With benzyltrimethylammonium tribromide In methanol; dichloromethane99%
With bromine; acetic acid Ambient temperature;98%
With benzyltrimethylazanium tribroman-2-uide In methanol; dichloromethane for 1h; Ambient temperature; reagent 3.1 equivalent;93%
3-methyl-phenol
108-39-4

3-methyl-phenol

2-Methyl-1,4-benzoquinone
553-97-9

2-Methyl-1,4-benzoquinone

Conditions
ConditionsYield
With titanium superoxide; dihydrogen peroxide; acetic acid In water at 50℃; for 1h;99%
With dipyridinium dichromate In dichloromethane Ambient temperature;95%
With oxygen In water; acetonitrile at 40℃; under 15001.5 Torr; for 1h; Green chemistry;89%
3-methyl-phenol
108-39-4

3-methyl-phenol

epichlorohydrin
106-89-8

epichlorohydrin

m-tolyl glycidyl ether
2186-25-6

m-tolyl glycidyl ether

Conditions
ConditionsYield
With potassium hydroxide In dimethyl sulfoxide at 20℃; for 3h;99%
With sodium hydroxide; tetrabutylammomium bromide; potassium carbonate at 112℃; for 0.0833333h; Irradiation;95%
With sodium hydroxide; tetrabutylammomium bromide; potassium carbonate at 112℃; for 0.0833333h; microwave irradiation;95%
1,2-Epoxyhexane
1436-34-6

1,2-Epoxyhexane

3-methyl-phenol
108-39-4

3-methyl-phenol

(S)-1-(3-methylphenoxy)hexan-2-ol

(S)-1-(3-methylphenoxy)hexan-2-ol

Conditions
ConditionsYield
With (R,R)-(salen)Co(H2O); 3 A molecular sieve In various solvent(s) at 25℃; for 16h;99%
With 1,1,1,3,3,3-hexafluoro-2-(trifluoromethyl)propan-2-ol; polysytrene-immobilized chiral Co-salen complex In tetrahydrofuran at 20℃; for 24h;96%
In acetonitrile at 23℃; for 14h; enantioselective reaction;95%
With Co(salen) macrocycles 1(OTs) In tert-butyl methyl ether at 20℃; for 19h; optical yield given as %ee; enantioselective reaction;91%

m-Cresol Specification

The m-Cresol is an organic compound with the formula C7H8O. The IUPAC name of this chemical is 3-methylphenol. With the CAS registry number 108-39-4, it is also named as 1-hydroxy-3-methylbenzene. The product's category is Phenoles and Thiophenoles. Besides, it is colourless to light yellow liquid, which should be stored in a cool and ventilated place. It is used as a color film of the dye intermediates and for the production of fenitrothion, fenthion, metolcarb, permethrin and other pesticides. It is mainly used in pesticide, medicine, spices, resin, plasticizer, film and antioxidant.

Physical properties about m-Cresol are: (1)ACD/LogP: 2.043; (2)ACD/LogD (pH 5.5): 2.04; (3)ACD/LogD (pH 7.4): 2.04; (4)ACD/BCF (pH 5.5): 21.03 ; (5)ACD/BCF (pH 7.4): 20.98; (6)ACD/KOC (pH 5.5): 307.93; (7)ACD/KOC (pH 7.4): 307.28; (8)#H bond acceptors: 1 ; (9)#H bond donors: 1; (10)#Freely Rotating Bonds: 1; (11)Index of Refraction: 1.546; (12)Molar Refractivity: 32.959 cm3; (13)Molar Volume: 104.139 cm3; (14)Polarizability: 13.066 10-24cm3; (15)Surface Tension: 38.814998626709 dyne/cm ; (16)Density: 1.038 g/cm3; (17)Flash Point: 86.111 °C; (18)Enthalpy of Vaporization: 45.641 kJ/mol; (19)Boiling Point: 202.279 °C at 760 mmHg; (20)Vapour Pressure: 0.207000002264977 mmHg at 25°C

Preparation of m-Cresol: this chemical can be prepared by Bisabolangelon. This reaction will need reagent NH2OH*HCl, Na2CO3 and solvent ethanol, H2O. The reaction temperature is 50 °C. The yield is about 49%.



Uses of m-Cresol: it can be used to produce 2-hydroxy-6-methyl-benzaldehyde by heating. It will need reagent MgCl2, Et3N and solvent acetonitrile with reaction time of 4 hours. The yield is about 12%.

 

When you are using this chemical, please be cautious about it as the following:
It is harmful by inhalation, in contact with skin and if swallowed. Besides, this chemical can cause burns and danger of very serious irreversible effects through inhalation and in contact with skin. When you are using it, wear suitable gloves and eye/face protection. In case of accident or if you feel unwell seek medical advice immediately (show the label where possible).

You can still convert the following datas into molecular structure:
(1)InChI=1S/C7H8O/c1-6-3-2-4-7(8)5-6/h2-5,8H,1H3;
(2)InChIKey=RLSSMJSEOOYNOY-UHFFFAOYSA-N;
(3)Smilesc1c(cccc1O)C;

The toxicity data is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
cat LDLo subcutaneous 180mg/kg (180mg/kg)   Journal of Pharmacology and Experimental Therapeutics. Vol. 80, Pg. 233, 1944.
dog LDLo intravenous 150mg/kg (150mg/kg)   "Handbook of Toxicology," 4 vols., Philadelphia, W.B. Saunders Co., 1956-59Vol. 5, Pg. 56, 1959.
frog LDLo subcutaneous 250mg/kg (250mg/kg)   "Abdernalden's Handbuch der Biologischen Arbeitsmethoden." Vol. 4, Pg. 1361, 1935.
guinea pig LDLo intraperitoneal 100mg/kg (100mg/kg)   "Abdernalden's Handbuch der Biologischen Arbeitsmethoden." Vol. 4, Pg. 1361, 1935.
guinea pig LDLo subcutaneous 300mg/kg (300mg/kg)   "Handbook of Toxicology," 4 vols., Philadelphia, W.B. Saunders Co., 1956-59Vol. 5, Pg. 56, 1959.
mouse LD50 intraperitoneal 168mg/kg (168mg/kg)   "Handbook of Toxicology," 4 vols., Philadelphia, W.B. Saunders Co., 1956-59Vol. 5, Pg. 56, 1959.
mouse LD50 oral 828mg/kg (828mg/kg)   Gigiena Truda i Professional'nye Zabolevaniya. Labor Hygiene and Occupational Diseases. Vol. 18(2), Pg. 58, 1974.
mouse LD50 unreported 600mg/kg (600mg/kg)   Gigiena Truda i Professional'naya Patologiya v Estonskoi SSR. Labor Hygiene and Occupational Pathology in the Estonian SSR. Vol. 8, Pg. 145, 1972.
mouse LDLo subcutaneous 450mg/kg (450mg/kg)   "Abdernalden's Handbuch der Biologischen Arbeitsmethoden." Vol. 4, Pg. 1361, 1935.
rabbit LD50 skin 2050mg/kg (2050mg/kg) GASTROINTESTINAL: CHANGES IN STRUCTURE OR FUNCTION OF SALIVARY GLANDS

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

SENSE ORGANS AND SPECIAL SENSES: LACRIMATION: EYE
BIOFAX Industrial Bio-Test Laboratories, Inc., Data Sheets. Vol. 3-5/1969,
rabbit LDLo intravenous 280mg/kg (280mg/kg)   Journal of Pharmacology and Experimental Therapeutics. Vol. 80, Pg. 233, 1944.
rabbit LDLo oral 1400mg/kg (1400mg/kg)   Journal of Pharmacology and Experimental Therapeutics. Vol. 80, Pg. 233, 1944.
rabbit LDLo subcutaneous 500mg/kg (500mg/kg)   "Abdernalden's Handbuch der Biologischen Arbeitsmethoden." Vol. 4, Pg. 1361, 1935.
rat LC50 inhalation > 710mg/m3/1H (710mg/m3)   BIOFAX Industrial Bio-Test Laboratories, Inc., Data Sheets. Vol. 3-5/1969,
rat LD50 oral 242mg/kg (242mg/kg) GASTROINTESTINAL: PERITONITIS

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)
BIOFAX Industrial Bio-Test Laboratories, Inc., Data Sheets. Vol. 3-5/1969,
rat LD50 skin 1100mg/kg (1100mg/kg)   Gigiena Truda i Professional'nye Zabolevaniya. Labor Hygiene and Occupational Diseases. Vol. 18(2), Pg. 58, 1974.
rat LDLo subcutaneous 900mg/kg (900mg/kg)   "Handbook of Toxicology," 4 vols., Philadelphia, W.B. Saunders Co., 1956-59Vol. 5, Pg. 56, 1959.

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